HFIP as a versatile solvent in resorcin[ <i>n</i> ]arene synthesis

Herein, we present 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as an efficient solvent for synthesizing resorcin[<i>n</i>]arenes in the presence of catalytic amounts of HCl at ambient temperature and within minutes. Remarkably, resorcinols with electron-withdrawing groups and halogens, which are reported in the literature as the most challenging precursors in this cyclization, are tolerated. This method leads to a variety of 2-substituted resorcin[<i>n</i>]arenes in a single synthetic step with isolated yields up to 98%.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2024-10-02
DOI
https://doi.org/10.3762/bjoc.20.211
Citations
1
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
0.25

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article

HFIP as a versatile solvent in resorcin[ n ]arene synthesis

Hormoz Khosravi, Raúl Hernández Sánchez, Valeria Stevens
1 citations
Beilstein Journal of Organic Chemistry
Supramolecular Chemistry and Complexes
0.25
article

HFIP as a versatile solvent in resorcin[ n ]arene synthesis

Hormoz Khosravi, Raúl Hernández Sánchez, Valeria Stevens
article en
1 citations

Abstract

Herein, we present 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as an efficient solvent for synthesizing resorcin[<i>n</i>]arenes in the presence of catalytic amounts of HCl at ambient temperature and within minutes. Remarkably, resorcinols with electron-withdrawing groups and halogens, which are reported in the literature as the most challenging precursors in this cyclization, are tolerated. This method leads to a variety of 2-substituted resorcin[<i>n</i>]arenes in a single synthetic step with isolated yields up to 98%.

Beilstein Journal of Organic ChemistryVol. 20
Rice University (US)
National Science Foundation, Welch Foundation, Rice University, Division of Chemistry
Clean water and sanitation
Openalex Percentile: Top 48%
Supramolecular Chemistry and Complexes
0.25
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